US3243345A - Stable long-acting adrenocorticotropic hormone preparations - Google Patents
Stable long-acting adrenocorticotropic hormone preparations Download PDFInfo
- Publication number
- US3243345A US3243345A US212454A US21245462A US3243345A US 3243345 A US3243345 A US 3243345A US 212454 A US212454 A US 212454A US 21245462 A US21245462 A US 21245462A US 3243345 A US3243345 A US 3243345A
- Authority
- US
- United States
- Prior art keywords
- equivalent
- acid
- per
- acth
- group
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 101800000414 Corticotropin Proteins 0.000 title claims description 17
- 102100027467 Pro-opiomelanocortin Human genes 0.000 title claims description 17
- IDLFZVILOHSSID-OVLDLUHVSA-N corticotropin Chemical compound C([C@@H](C(=O)N[C@@H](CO)C(=O)N[C@@H](CCSC)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC=1NC=NC=1)C(=O)N[C@@H](CC=1C=CC=CC=1)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CC=1C2=CC=CC=C2NC=1)C(=O)NCC(=O)N[C@@H](CCCCN)C(=O)N1[C@@H](CCC1)C(=O)N[C@@H](C(C)C)C(=O)NCC(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N1[C@@H](CCC1)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CC=1C=CC(O)=CC=1)C(=O)N1[C@@H](CCC1)C(=O)N[C@@H](CC(N)=O)C(=O)NCC(=O)N[C@@H](C)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CO)C(=O)N[C@@H](C)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](C)C(=O)N[C@@H](CC=1C=CC=CC=1)C(=O)N1[C@@H](CCC1)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC=1C=CC=CC=1)C(O)=O)NC(=O)[C@@H](N)CO)C1=CC=C(O)C=C1 IDLFZVILOHSSID-OVLDLUHVSA-N 0.000 title claims description 17
- 229960000258 corticotropin Drugs 0.000 title claims description 17
- 239000000275 Adrenocorticotropic Hormone Substances 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title description 23
- 239000000725 suspension Substances 0.000 claims description 25
- 239000011701 zinc Substances 0.000 claims description 16
- 239000002253 acid Substances 0.000 claims description 13
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 10
- 229910052725 zinc Inorganic materials 0.000 claims description 10
- -1 HYDROXY-AMINO Chemical class 0.000 claims description 7
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 6
- 239000011574 phosphorus Substances 0.000 claims description 6
- 229910052698 phosphorus Inorganic materials 0.000 claims description 6
- UGZADUVQMDAIAO-UHFFFAOYSA-L zinc hydroxide Chemical compound [OH-].[OH-].[Zn+2] UGZADUVQMDAIAO-UHFFFAOYSA-L 0.000 claims description 5
- 229910021511 zinc hydroxide Inorganic materials 0.000 claims description 5
- 229940007718 zinc hydroxide Drugs 0.000 claims description 5
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical group C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 3
- 150000003863 ammonium salts Chemical group 0.000 claims description 3
- 238000002347 injection Methods 0.000 claims description 3
- 239000007924 injection Substances 0.000 claims description 3
- 239000011734 sodium Substances 0.000 claims description 3
- 229910052708 sodium Inorganic materials 0.000 claims description 3
- 150000005846 sugar alcohols Chemical class 0.000 claims description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical group [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 2
- 229910052783 alkali metal Inorganic materials 0.000 claims description 2
- 150000001720 carbohydrates Chemical class 0.000 claims description 2
- 235000014633 carbohydrates Nutrition 0.000 claims description 2
- 229910052700 potassium Inorganic materials 0.000 claims description 2
- 239000011591 potassium Chemical group 0.000 claims description 2
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 15
- 238000007792 addition Methods 0.000 description 14
- 239000000055 Corticotropin-Releasing Hormone Substances 0.000 description 13
- 238000012360 testing method Methods 0.000 description 11
- 229910019142 PO4 Inorganic materials 0.000 description 9
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 229960005070 ascorbic acid Drugs 0.000 description 8
- 235000010323 ascorbic acid Nutrition 0.000 description 8
- 239000011668 ascorbic acid Substances 0.000 description 8
- 235000021317 phosphate Nutrition 0.000 description 8
- 230000001919 adrenal effect Effects 0.000 description 7
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 239000010452 phosphate Substances 0.000 description 6
- 230000002035 prolonged effect Effects 0.000 description 6
- 241000700159 Rattus Species 0.000 description 5
- 150000007513 acids Chemical class 0.000 description 5
- 150000002148 esters Chemical class 0.000 description 5
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 5
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- OIRDTQYFTABQOQ-KQYNXXCUSA-N adenosine Chemical compound C1=NC=2C(N)=NC=NC=2N1[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O OIRDTQYFTABQOQ-KQYNXXCUSA-N 0.000 description 4
- 229940088597 hormone Drugs 0.000 description 4
- 239000005556 hormone Substances 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 235000011007 phosphoric acid Nutrition 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 3
- XPPKVPWEQAFLFU-UHFFFAOYSA-N diphosphoric acid Chemical compound OP(O)(=O)OP(O)(O)=O XPPKVPWEQAFLFU-UHFFFAOYSA-N 0.000 description 3
- 238000013112 stability test Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 239000002126 C01EB10 - Adenosine Substances 0.000 description 2
- 229920000388 Polyphosphate Polymers 0.000 description 2
- 229960005305 adenosine Drugs 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 235000011180 diphosphates Nutrition 0.000 description 2
- 239000002777 nucleoside Substances 0.000 description 2
- 230000000144 pharmacologic effect Effects 0.000 description 2
- 239000001205 polyphosphate Substances 0.000 description 2
- 235000011176 polyphosphates Nutrition 0.000 description 2
- 229940048084 pyrophosphate Drugs 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- NDVRKEKNSBMTAX-BTVCFUMJSA-N (2r,3s,4r,5r)-2,3,4,5,6-pentahydroxyhexanal;phosphoric acid Chemical class OP(O)(O)=O.OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C=O NDVRKEKNSBMTAX-BTVCFUMJSA-N 0.000 description 1
- KKADPXVIOXHVKN-UHFFFAOYSA-N 4-hydroxyphenylpyruvic acid Chemical compound OC(=O)C(=O)CC1=CC=C(O)C=C1 KKADPXVIOXHVKN-UHFFFAOYSA-N 0.000 description 1
- 229910021503 Cobalt(II) hydroxide Inorganic materials 0.000 description 1
- UEZVMMHDMIWARA-UHFFFAOYSA-N Metaphosphoric acid Chemical compound OP(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-N 0.000 description 1
- BZQFBWGGLXLEPQ-UHFFFAOYSA-N O-phosphoryl-L-serine Natural products OC(=O)C(N)COP(O)(O)=O BZQFBWGGLXLEPQ-UHFFFAOYSA-N 0.000 description 1
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical group [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 1
- 230000003023 adrenocorticotropic effect Effects 0.000 description 1
- HXXFSFRBOHSIMQ-VFUOTHLCSA-N alpha-D-glucose 1-phosphate Chemical compound OC[C@H]1O[C@H](OP(O)(O)=O)[C@H](O)[C@@H](O)[C@@H]1O HXXFSFRBOHSIMQ-VFUOTHLCSA-N 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- CVSVTCORWBXHQV-UHFFFAOYSA-N anhydrous creatine Natural products NC(=[NH2+])N(C)CC([O-])=O CVSVTCORWBXHQV-UHFFFAOYSA-N 0.000 description 1
- 229960004217 benzyl alcohol Drugs 0.000 description 1
- 235000019445 benzyl alcohol Nutrition 0.000 description 1
- 230000004071 biological effect Effects 0.000 description 1
- ASKVAEGIVYSGNY-UHFFFAOYSA-L cobalt(ii) hydroxide Chemical compound [OH-].[OH-].[Co+2] ASKVAEGIVYSGNY-UHFFFAOYSA-L 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 229960003624 creatine Drugs 0.000 description 1
- 239000006046 creatine Substances 0.000 description 1
- 230000001627 detrimental effect Effects 0.000 description 1
- 229950006137 dexfosfoserine Drugs 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 230000008014 freezing Effects 0.000 description 1
- 238000007710 freezing Methods 0.000 description 1
- BJHIKXHVCXFQLS-UYFOZJQFSA-N fructose group Chemical group OCC(=O)[C@@H](O)[C@H](O)[C@H](O)CO BJHIKXHVCXFQLS-UYFOZJQFSA-N 0.000 description 1
- 229950010772 glucose-1-phosphate Drugs 0.000 description 1
- 125000005639 glycero group Chemical group 0.000 description 1
- 150000002315 glycerophosphates Chemical class 0.000 description 1
- 150000004677 hydrates Chemical class 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 150000004679 hydroxides Chemical class 0.000 description 1
- 125000002349 hydroxyamino group Chemical group [H]ON([H])[*] 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000010253 intravenous injection Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000004579 marble Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- BFDHFSHZJLFAMC-UHFFFAOYSA-L nickel(ii) hydroxide Chemical compound [OH-].[OH-].[Ni+2] BFDHFSHZJLFAMC-UHFFFAOYSA-L 0.000 description 1
- 125000003835 nucleoside group Chemical group 0.000 description 1
- 239000002773 nucleotide Substances 0.000 description 1
- 125000003729 nucleotide group Chemical group 0.000 description 1
- 150000002903 organophosphorus compounds Chemical class 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000000825 pharmaceutical preparation Substances 0.000 description 1
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 150000003016 phosphoric acids Chemical class 0.000 description 1
- BZQFBWGGLXLEPQ-REOHCLBHSA-N phosphoserine Chemical compound OC(=O)[C@@H](N)COP(O)(O)=O BZQFBWGGLXLEPQ-REOHCLBHSA-N 0.000 description 1
- 229920000137 polyphosphoric acid Polymers 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 229940005657 pyrophosphoric acid Drugs 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000007920 subcutaneous administration Methods 0.000 description 1
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 description 1
- 238000010257 thawing Methods 0.000 description 1
- 239000001226 triphosphate Substances 0.000 description 1
- 235000011178 triphosphate Nutrition 0.000 description 1
- UNXRWKVEANCORM-UHFFFAOYSA-N triphosphoric acid Chemical compound OP(O)(=O)OP(O)(=O)OP(O)(O)=O UNXRWKVEANCORM-UHFFFAOYSA-N 0.000 description 1
- 150000003752 zinc compounds Chemical class 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
- A61K38/16—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
- A61K38/17—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from animals; from humans
- A61K38/33—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from animals; from humans derived from pro-opiomelanocortin, pro-enkephalin or pro-dynorphin
- A61K38/35—Corticotropin [ACTH]
Definitions
- the invention relates to preparations of the adrenocorticotropic hormone (A.C.T.H.) having an enhanced and prolonged activity, distinguished from the known preparations by their greater stability.
- A.C.T.H. adrenocorticotropic hormone
- ACTH- preparations suitable for injection are known, in which the hormone is combined with one or more hydroxides or oxides of metals delaying .the resorption of protein hormones, for example zinc hydroxide, nickel hydroxide and cobalt hydroxide.
- Netherlands patent specification 94,384 describes suspensions of ACTH containing zinc that are prepared by the method of Netherlands patent specification 81,943 and are characterized by the application of electrolytically prepared oc-ZiIlC hydroxide.
- the particles of these suspensions are smaller than those of the suspensions known before now, in consequence of which suspensions thereof are more readily dispersible. Furthermore they stand freezing and subsequent defrosting without any detrimental effects.
- acids derived from an oxide of phosphorus are mentioned: metaphosphoric acid, phosphorous acid, orthophosphoric acid, pyrophosphoric acid and polyphosphoric acid.
- derivatives of these acids are understood therapeutically suitable salts of these acids and organic phosphorus compounds, in particular the phosphate esters of nucleotides, carbohydrates, polyalc-ohols and amino acids and salts thereof.
- primary, secondary and tertiary sodium-, potassiumand ammonium salts of the acids derived from an oxide of phosphorus further glycero phosphates, fructose-, riboseand glucose phosphates and nucleoside phosphates such as adenosine mono-, diand triphosphate and cytidin phosphates, as well as creatine phosphates and :phosphoserine.
- the pharmacological test by which the prolonged action was determined is based in principle on the so-called Sayers test or ascorbic acid depletion test described in Endocrinology 42, 379 (1948). But instead of an intravenous injection of an ACTH-preparation 3 U.S.P. u. of ACTH, in the form of a combination preparation with zinc hydroxide, are now administered subcutaneously and that to a group of about 8 rats. To another group of rats the same amount of U.S.P. u. of an ACTH standard preparation without zinc hydroxide is administered subcutaneously. After 24 hours the ascorbic acid content of the left and the right adrenal together of the rats of the two groups is determined. The difference in the average ascorbic acid contents of the adrenals of the group of rats treated with the long acting preparation and of the group of rats treated with the standard preparation now serves as a standard for the prolonged action.
- Example I An ACTH solution of the following composition ACTH 200 U.S.P. u./
- Example I By the method of Example I a number of suspensions suspensm with Mg 155 103 ere prepared of the same composition as mentioned in Example], adding 2.5 mg. of iNa- HP'O '12 aq. (0.23 mg.
- Example III In the same manner as described in Example I an h After stor- ACTH-preparati'on was made with sodium pyrophosgf g i g f f phate 10 aq. in a quantity :of 1.73 mg. (0.26 'mg. equiv. at 45 0. P0 per mg. equiv. Zn) per ml. as .extra addition and compared with suspensions of the composition described 2325333 3mz g g dgg g before. The following results .(expressed in pg.
- a pharmaceutically acceptable alkali metal salt selected from the group consisting of the primary, secondary, and tertiary sodium, potassium and ammonium salts of said acid and of said ester, in a quantity between about 0.05 and about 0.70 mg. equivalent P0 per mg. equivalent zinc.
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Epidemiology (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Immunology (AREA)
- Zoology (AREA)
- Pharmacology & Pharmacy (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Gastroenterology & Hepatology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Medicinal Preparation (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL268104 | 1961-08-10 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US3243345A true US3243345A (en) | 1966-03-29 |
Family
ID=19753222
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US212454A Expired - Lifetime US3243345A (en) | 1961-08-10 | 1962-07-25 | Stable long-acting adrenocorticotropic hormone preparations |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US3243345A (OSRAM) |
| CH (1) | CH433593A (OSRAM) |
| DE (1) | DE1210126B (OSRAM) |
| FR (1) | FR2340M (OSRAM) |
| GB (1) | GB977836A (OSRAM) |
| NL (1) | NL268104A (OSRAM) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3678027A (en) * | 1963-02-15 | 1972-07-18 | Organon | Adsorption complexes of peptides having adrenocorticotropic hormone activity |
| US4604234A (en) * | 1983-06-30 | 1986-08-05 | Sanwa Kagaku Kenyusho Co., Ltd. | Protein having cell growth stimulating action, composition thereof and method for producing the same |
| EP2862578A1 (en) | 2013-10-21 | 2015-04-22 | Ems S.A. | Parenteral pharmaceutical composition containing cosyntropin |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2734016A (en) * | 1956-02-07 | Protamine zinc adrenocorticotrophin | ||
| US2807569A (en) * | 1953-01-17 | 1957-09-24 | Organon | Adrenocorticotropic hormone composition |
| US2902408A (en) * | 1957-09-12 | 1959-09-01 | Organon | Suspensions of drugs destined for injection and process for the preparation thereof |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL81943C (OSRAM) * | 1900-01-01 | |||
| GB757934A (en) * | 1953-01-17 | 1956-09-26 | Organon Labor Ltd | New adrenocorticotrophic hormone preparations and processes for making same |
-
0
- NL NL268104D patent/NL268104A/xx unknown
-
1962
- 1962-07-25 US US212454A patent/US3243345A/en not_active Expired - Lifetime
- 1962-07-27 GB GB28956/62A patent/GB977836A/en not_active Expired
- 1962-08-06 CH CH936762A patent/CH433593A/de unknown
- 1962-08-10 DE DEN21945A patent/DE1210126B/de active Pending
- 1962-11-08 FR FR906412A patent/FR2340M/fr active Active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2734016A (en) * | 1956-02-07 | Protamine zinc adrenocorticotrophin | ||
| US2807569A (en) * | 1953-01-17 | 1957-09-24 | Organon | Adrenocorticotropic hormone composition |
| US2902408A (en) * | 1957-09-12 | 1959-09-01 | Organon | Suspensions of drugs destined for injection and process for the preparation thereof |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3678027A (en) * | 1963-02-15 | 1972-07-18 | Organon | Adsorption complexes of peptides having adrenocorticotropic hormone activity |
| US4604234A (en) * | 1983-06-30 | 1986-08-05 | Sanwa Kagaku Kenyusho Co., Ltd. | Protein having cell growth stimulating action, composition thereof and method for producing the same |
| EP2862578A1 (en) | 2013-10-21 | 2015-04-22 | Ems S.A. | Parenteral pharmaceutical composition containing cosyntropin |
Also Published As
| Publication number | Publication date |
|---|---|
| GB977836A (en) | 1964-12-16 |
| NL268104A (OSRAM) | |
| CH433593A (de) | 1967-04-15 |
| DE1210126B (de) | 1966-02-03 |
| FR2340M (fr) | 1964-02-17 |
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